Hard to tell if that is sarcasm or not. Nothing you did in MW mattered in OB and nothing you did in OB mattered in Skyrim. I am also quite positive that nothing you do in Skyrim will effect the next game. This isn't Mass Effect.
To be honest OP there are no choices that really ruin anything. The above posters have listed some things that perminately change things in the game, but none of those things really matter.
Every choice made at the end of one of the games is at the very least referred to at some point during the next game. For example, in Daggerfall, there are six possible endings that the player could choose, so Bethesda had to come up with a way to explain this. They said that the activation of the Numidium caused a "Dragon Break" (basically a period where time ceases to exist and many strange things can happen that don't when time is flowing normally), which allowed all six of the endings to occur at the same time.
So, basically, if they plan on having another TES game, they'll explain how all of the choices made in Skyrim (such as which side on the civil war, whether to kill the DB or not {which leads to the Emperor being assassinated}, whether or not to kill Paarthurnax, etc) and their hugely different outcomes will all work out. Right now my two main guesses would be that either the player using the Elder Scroll and going back in time to learn Dragonrend caused another Dragon Break, which allows all of these things to occur at the same time, or what I said above; Alduin comes back, eats the world, and time starts over again.